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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Browse Select Southwest Side Cabin Rentals

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Recommended hotels in Southwest Side

Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2176)
"Great hotel "
The price is 5.041.370 ₫
6.815.861 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Claridge House
Exterior

Claridge House

4.0 star property
9.0 out of 10, Wonderful, (1393)
"Wonderful Stay!"
The price is 6.383.451 ₫
8.267.404 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Claridge House
The Chicago Hotel Collection Ambassador Gold Coast
Front of property – evening/night

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1166)
"Room and breakfast fantastic!"
The price is 3.920.483 ₫
4.602.255 ₫ total
includes taxes & fees
21 Oct - 22 Oct
The Chicago Hotel Collection Ambassador Gold Coast
Rainbow Motel
Exterior

Rainbow Motel

2.5 star property
5.8 out of 10, (12)
"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
The price is 2.481.900 ₫
2.913.502 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Rainbow Motel
Carlton Inn Midway
Exterior

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Front Desk attention was great."
The price is 3.137.673 ₫
3.683.734 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Carlton Inn Midway
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
The price is 2.874.003 ₫
3.373.792 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Skylark Motel
Freehand Chicago
Front of property

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2425)
"Great walkable location to all the sights! "
The price is 2.350.102 ₫
3.223.226 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Freehand Chicago
Best Western Grant Park Hotel
Exterior

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2618)
"Convenient location, friendly and helpful staff, nice bakery and restaurant attached to the hotel"
The price is 3.249.733 ₫
3.814.860 ₫ total
includes taxes & fees
7 Nov - 8 Nov
Best Western Grant Park Hotel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1978)
"We have stayed here several times and love the hotel and location."
The price is 2.425.764 ₫
3.466.702 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Millennium Knickerbocker Chicago
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (9332)
"Beautiful hotel!"
Congress Plaza Hotel
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1011)
"Awesome place to stay. "
The price is 3.025.613 ₫
3.551.766 ₫ total
includes taxes & fees
6 Nov - 7 Nov
Ohio House Motel
Travelodge by Wyndham Downtown Chicago
Exterior

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2389)
"Comfortable bed, bright room, good shower, very accessible location."
The price is 2.846.318 ₫
3.341.490 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Downtown Chicago
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1239)
"Loved it will be staying here again "
The Emily Hotel
Hyatt House Chicago West Loop
Exterior

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1047)
"Great location near lots of restaurants. "
The price is 5.141.565 ₫
6.035.684 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Hyatt House Chicago West Loop
Hotel Felix River North/Magnificent Mile
City view from property

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2251)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
Hotel Felix River North/Magnificent Mile
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (266)
"Loved this place if you want something affordable and nice! "
The price is 2.569.991 ₫
3.016.914 ₫ total
includes taxes & fees
4 Nov - 5 Nov
FOUND Hotel Chicago River North
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Awesome hotel. Super nice staff!"
Alys 3-night trip
Posted 9 hours ago
Hilton Chicago/Magnificent Mile Suites

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Cabin Rentals information

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